Stereoselective Pincer-complex catalyzed C-H functionalization of benzyl nitriles under mild conditions. An efficient route to beta-aminonitriles.
An efficient palladium pincer-complex catalyzed reaction has been developed for alpha-C-H bond functionalization of benzyl nitriles. The studied coupling reaction with sulfonylimines affords beta-aminonitriles with usually high levels of stereoselectivity. The stereoselectivity of the process is highly dependent on the electronic effects of the ortho substituents of the benzyl moiety. Promising levels of enantiomeric excess are obtained using chiral pincer complexes as catalysts.
Aydin
Juhanes
J
Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockhom, Sweden.
Conrad
Cathrin S
CS
Szabó
Kálmán J
KJ
D002384:Catalysis; D007097:Imines / Q000737:chemistry; D009570:Nitriles / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D013237:Stereoisomerism
D007097:Imines; D009570:Nitriles; D009942:Organometallic Compounds; D010165:Palladium